Trifluoroacetic acid → 4-(2-Chloro-furo[2,3-b]pyrazin-6-yl)-piperidine-1-carboxylic acid tert-butyl ester

HRID 1184689노트

반응식

HRID 1184689 반응식
FC(F)(F)C(O)=O.[C:8]([O:12][C:13]([N:15]1[CH2:20][CH2:19][CH:18]([C:21]#[C:22][C:23]2[C:28](=[O:29])[N:27](CC3C=CC(OC)=CC=3)[CH:26]=[C:25]([Cl:39])[N:24]=2)[CH2:17][CH2:16]1)=[O:14])([CH3:11])([CH3:10])[CH3:9]>ClCCl.[O-]S(C(F)(F)F)(=O)=O.[Ag+]>[C:8]([O:12][C:13]([N:15]1[CH2:20][CH2:19][CH:18]([C:21]2[O:29][C:28]3=[N:27][CH:26]=[C:25]([Cl:39])[N:24]=[C:23]3[CH:22]=2)[CH2:17][CH2:16]1)=[O:14])([CH3:11])([CH3:10])[CH3:9]

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 679732584-[6-Chloro-4-(4-methoxy-benzyl)-3-oxo-3,4-dihydro-pyrazin-2-ylethynyl]-piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 866748844-(2-Chloro-furo[2,3-b]pyrazin-6-yl)-piperidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 2

HCID 76223Silver(I) trifluoromethanesulfonate촉매HCID 6344Dichloromethane용매2회

실험 절차

Silver triflate (6 mg) and trifluoroacetic acid (0.36 mL) are added to a solution of 4-[6-chloro-4-(4-methoxy-benzyl)-3-oxo-3,4-dihydro-pyrazin-2-ylethynyl]-piperidine-1-carboxylic acid tert-butyl ester (430 mg) in dichloromethane (6 mL). The reaction mixture is stirred at room temperature for 20 min, diluted with dichloromethane and washed with aqueous NaHCO3 solution and brine. The organic phase is dried (MgSO4) and the solvent is evaporated. The residue is chromatographed on silica gel (ethyl acetate/cyclohexane 25:70) to give the title compound as a colorless solid.

후처리

  1. washwashed with aqueous NaHCO3 solution and brine
  2. dry with materialThe organic phase is dried (MgSO4)
  3. customthe solvent is evaporated
  4. customThe residue is chromatographed on silica gel (ethyl acetate/cyclohexane 25:70)

출처 및 근거

ORD 기록
ord-983338dc71b24cc09513523ac1c366d8
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669271B2

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